1-[(1R,4S,6S)-4-Hydroxy-2,2-dimethyl-7-oxabicyclo[4.1.0]heptane-1-yl]-1-butene-3-one

Details

• Internal ID: bd3637cb-b6c9-46dc-b99c-3c16a1e0f48e
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (E)-4-[(1R,4S,6S)-4-hydroxy-2,2-dimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one
• SMILES (Canonical): CC(=O)C=CC12C(O1)CC(CC2(C)C)O
• SMILES (Isomeric): CC(=O)/C=C/[C@@]12[C@@H](O1)C[C@H](CC2(C)C)O
• InChI: InChI=1S/C12H18O3/c1-8(13)4-5-12-10(15-12)6-9(14)7-11(12,2)3/h4-5,9-10,14H,6-7H2,1-3H3/b5-4+/t9-,10+,12+/m1/s1
• InChI Key: GQIHAQRDYXHIAG-QTIKQWDBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.8706	87.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5433	54.33%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7886	78.86%
P-glycoprotein inhibitior	-	0.9681	96.81%
P-glycoprotein substrate	-	0.8608	86.08%
CYP3A4 substrate	+	0.5969	59.69%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.8513	85.13%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7987	79.87%
CYP2C8 inhibition	-	0.9228	92.28%
CYP inhibitory promiscuity	-	0.9707	97.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8313	83.13%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9573	95.73%
Eye irritation	-	0.5947	59.47%
Skin irritation	-	0.5111	51.11%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7094	70.94%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5070	50.70%
skin sensitisation	+	0.5696	56.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4729	47.29%
Acute Oral Toxicity (c)	III	0.5430	54.30%
Estrogen receptor binding	-	0.6082	60.82%
Androgen receptor binding	-	0.6070	60.70%
Thyroid receptor binding	-	0.5089	50.89%
Glucocorticoid receptor binding	-	0.5381	53.81%
Aromatase binding	-	0.8273	82.73%
PPAR gamma	-	0.7819	78.19%
Honey bee toxicity	-	0.6637	66.37%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7907	79.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.03%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.95%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.15%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.78%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.39%	100.00%

Plants that contains it

• Ligularia dolichobotrys

Cross-Links

• PubChem: 12095922
• LOTUS: LTS0137874
• wikiData: Q105015400